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首页> 外文期刊>RSC Advances >Novel 1 '-homo-N-2 '-deoxy-alpha-nucleosides: synthesis, characterization and biological activity
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Novel 1 '-homo-N-2 '-deoxy-alpha-nucleosides: synthesis, characterization and biological activity

机译：新型1'-Homo-N-2'-丁氧基-α-核苷：合成，表征和生物活性

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摘要

For the first time, a series of novel 1 '-homo-N-2 '-deoxy-alpha-nucleosides containing natural nucleobases as well as 5-fluoro and 5-iodopyrimidine analogs have been synthesized in an efficient manner. Additionally, a high yield protocol for the assembly of a dimeric scaffold containing two sugar moieties linked to the N-1 and N-3 positions of a single pyrimidine base has been accomplished. The structures of the novel homonucleosides were established by a single crystal X-ray structure of 1 '-homo-N-2 '-deoxy-alpha-adenosine and NMR studies. The biological activity of these 1 '-homo-N-2 '-deoxy-alpha-nucleosides as antiviral (HIV-1 and HBV) and cytotoxic studies was measured in multiple cell systems. The unique structure and easy accessibility of these compounds may allow their use in the design of new nucleoside analogs with potential biological activity and as a scaffold for combinatorial chemistry.
机译：首次以有效的方式合成了一系列含有天然核碱基以及5-氟和5-碘嘧啶类似物的新型1'-Homo-N-2'-氧化α-核苷。 另外，已经完成了含有与单嘧啶基碱的N-1和N-3位连接的两种糖部分的二聚体支架组件的高产量方案。 通过单晶X射线结构为1'-Homo-N-2'-丁氧基-α-腺苷和NMR研究建立了新的丙核苷的结构。 在多个细胞体系中测量了这些1'-Homo-N-2'-丁氧基-2'-丁氧基 - 核苷和细胞毒性研究的生物活性。 这些化合物的独特结构和易于可访问性可以允许它们在设计具有潜在的生物活性和组合化学的支架中的新核苷类似物的设计。

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  • 来源
    《RSC Advances》 |2020年第27期|共10页
  • 作者

    Carnero Alejandro; Martin-Nieves Virginia; Sanghvi Yogesh S.; Russel Olivia O.; Bassit Leda; Schinazi Raymond F.; Fernandez Susana; Ferrero Miguel;

  • 作者单位

    Univ Oviedo Dept Quim Organ &

    Inorgan Oviedo 33006 Asturias Spain;

    Univ Oviedo Dept Quim Organ &

    Inorgan Oviedo 33006 Asturias Spain;

    Rasayan Inc 2802 Crystal Ridge Rd Encinitas CA 92024 USA;

    Emory Univ Sch Med Dept Pediat Ctr AIDS Res Lab Biochem Pharmacol Atlanta GA 30322 USA;

    Emory Univ Sch Med Dept Pediat Ctr AIDS Res Lab Biochem Pharmacol Atlanta GA 30322 USA;

    Emory Univ Sch Med Dept Pediat Ctr AIDS Res Lab Biochem Pharmacol Atlanta GA 30322 USA;

    Univ Oviedo Dept Quim Organ &

    Inorgan Oviedo 33006 Asturias Spain;

    Univ Oviedo Dept Quim Organ &

    Inorgan Oviedo 33006 Asturias Spain;

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  • 正文语种 eng
  • 中图分类 化学;
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